9003-20-7

Basic information

• Product Name: POLY(VINYL ACETATE)
• Synonyms: POLY(VINYL ACETATE) USP;Vinyl acetate emulsion adhesive,series;Polyvinyl Acetate (1 g);Poly(vinyl acetate), approx. M.W. 170,000 500GR;Poly(vinyl acetate), approx. M.W. 170,000;Poly(vinyl acetate), approx. M.W. 100,000;Poly(vinyl acetate) average Mw ~100,000 by GPC, beads;Poly(vinyl acetate) average Mw ~500,000 by GPC
• CAS NO: 9003-20-7
• Molecular Formula: C4H6O2
• Molecular Weight: 86.08924
• EINECS: 203-545-4
• Product Categories: Polymers;Hydrophobic Polymers;Materials Science;Polymer Science;Vinyl Esters
• Mol File: 9003-20-7.mol

Chemical Properties

• Melting Point: 60°C
• Boiling Point: 72.5°Cat760mmHg
• Flash Point: >100℃
• Appearance: Clear/pellets
• Density: 1.191 g/mL at 25 °C
• Vapor Pressure: 86.3mmHg at 25°C
• Refractive Index: n20/D 1.467
• Storage Temp.: 2-8°C
• Solubility: ketones, ethers and aromatic hydrocarbons: soluble
• Stability: Stable. Incompatible with strong oxidizing agents, strong bases. Combustible.
• CAS DataBase Reference: POLY(VINYL ACETATE)(CAS DataBase Reference)
• NIST Chemistry Reference: POLY(VINYL ACETATE)(9003-20-7)
• EPA Substance Registry System: POLY(VINYL ACETATE)(9003-20-7)

Safety Data

• Statements: 45-46
• Safety Statements: 24/25
• WGK Germany: 3
• RTECS: AK0920000
• TSCA: Yes
• Hazardous Substances Data: 9003-20-7(Hazardous Substances Data)

Usage

Chemical Properties

Different sources of media describe the Chemical Properties of 9003-20-7 differently. You can refer to the following data:
1. transparent pellets or white powder
2. The degree of polymerization of polyvinyl acetate typically is 100 to 5000. The ester groups of the polyvinyl acetate are sensitive to base hydrolysis and will slowly convert PVAc into polyvinyl alcohol and acetic acid.Under alkaline conditions, boron compounds such as boric acid or borax cause the polymer to cross-link, forming tackifying precipitates or slime.

History

Polyvinyl acetate was discovered in Germany in 1912 by Fritz Klatte. The monomer, vinyl acetate, was first produced on an industrial scale by addition of acetic acid to acetylene with a mercury(I) salt[3] but it is now primarily made by palladium catalyzed oxidative addition of acetic acid to ethylene.

Uses

Different sources of media describe the Uses of 9003-20-7 differently. You can refer to the following data:
1. As an emulsion in water, aPVAc emulsions are used as adhesives for porous materials, particularly for wood, paper, and cloth, and as a consolidant for porous building stone, in particular sandstone . Uses : As wood glue PVAc is known as "white glue" and the yellow "carpenter's glue" or PVA glue. As paper adhesive during paper packaging converting In bookbinding and book arts, due to its flexible strong bond and non-acidic nature (unlike many other polymers). The use of PVAC on the Archimedes Palimpsest during the 20th century greatly hindered the task of disbinding the book and preserving and imaging the pages in the early 21st century, in part because the glue was stronger than the parchment it held together.The stiff homopolymer PVAc, but mostly the more soft copolymer a combination of vinyl acetate and ethylene, vinyl acetate ethylene (VAE), is used also in paper coatings, paint and other industrial coatings, as binder in nonwovens in glass fibers. sanitary napkins, filter paper and in textile finishing PVAc can also be used as coating to protect cheese from fungi and humidity. Polyvinyl acetate is also the raw material to make other polymers like : Polyvinyl alcohol -[HOCHCH2]-: Polyvinyl acetate is partially or completely hydrolysed to give polyvinyl alcohol. This reversible saponification and esterification reaction was a strong hint for Hermann Staudinger in the formulation of his theory of macro molecules. Polyvinyl acetate phthalate (PVAP): Polyvinyl acetate is partially hydrolyzed and then esterified with phthalic acid.
2. Polyvinyl acetate is used as an adhesive for porous materials such as wood, paper, cloth and in handicrafts. It also finds application as a primer for drywall, as wallpaper adhesive, as the film-forming ingredient in water-based (latex) paints and as an envelope adhesive. It is used as a raw material for the preparation of other polymers like polyvinyl alcohol and polyvinyl acetate phthalate (PVAP). It plays an important role in the lamination of metal foils.
3. drug delivery, hemodynamics, wound dressing, coatings

Definition

ChEBI: A polymer composed of repeating acetoxyethylene units.

Preparation

PVAc is a vinyl polymer. Polyvinyl acetate is prepared by polymerization of vinyl acetate monomer (free radical vinyl polymerization of the monomer vinyl acetate).

Production Methods

Polyvinyl acetate is derived from the polymerization of vinyl acetate; the catalysts used in polymerization may include hydrogen peroxide, peroxy sulfates, or various redox combinations. The polymerization process is described as being carried out by charging all ingredients to the reactor, heating to reflux, and stirring until the reaction is complete. Typically, only a part of the monomer and catalyst is initially charged; the remainder is added during the course of the reaction.

General Description

Poly(vinyl acetate) [PVAc] is a biocompatible and biodegradable polymer as it has hydrolyzable groups in the side chain,also it is non-toxic and non-carcinogenic.Owing to its biologically friendly nature , it is used in various biomedical application such as artificial organ implant, contact lens,cardiovascular devices and cartilage skin. It is also used in wound dressing and various drug-delivery applications. It has been accepted as reference standard for universal calibration in gel permeation chromatography.

Hazard

Questionable carcinogen.

Industrial uses

Polyvinyl acetate is a leathery, colorless thermoplasticmaterial that softens at relatively lowtemperatures and that is relatively stable to lightand oxygen. The polymers are clear and noncrystalline.The chief applications of polyvinylacetate are as adhesives and binders for waterbasedor emulsion paints. Vinyl acetate is conveniently prepared bythe reaction of acetylene with acetic acid.

Safety Profile

Very low toxicity by ingestion. Questionable carcinogen. When heated to decomposition it emits acrid smoke and irritating fumes. See also ESTERS

Purification Methods

Precipitate it from acetone by addition of n-hexane.

InChI:InChI=1/C4H6O2/c1-3-4(5)6-2/h3H,1H2,2H3

Upstream product

• 111-55-7 ethylene glycol diacetate 
• 15568-57-7 1-acetoxy-2-(ethyl-acetyl-amino)-ethane 
• 542-10-9 ethylidene diacetate 
• 108-24-7 acetic anhydride 
• 75-07-0 acetaldehyde 
• 142-71-2 copper diacetate 
• 98-11-3 benzenesulfonic acid 
• 463-51-4 Ketene 
• 108-22-5 Isopropenyl acetate 
• 2308-54-5 acetoxysulfonic acid 
• 75-36-5 acetyl chloride 
• 74-85-1 ethene 
• 64-19-7 acetic acid 
• 74-86-2 acetylene 

Downstream Products

• 872298-64-1 1-acetoxy-1-chloro-2-(4-nitro-phenylsulfanyl)-ethane 
• 4308-73-0 (4-chloro-phenoxy)-acetic acid vinyl ester 
• 50789-31-6 acetaldehyde bis(2-ethylhexyl) acetal 
• 98591-30-1 2,3,4,5-tetrachloro-benzoic acid vinyl ester 
• 55087-78-0 7,10-diphenylfluoranthene 
• 47222-65-1 phthalic acid octyl ester-vinyl ester 
• 20306-86-9 N-(1-phenylpropyl)acetamide 
• 17478-00-1 1-acetoxy-2-(dichloro-phenyl-silanyl)-ethane 
• 113511-10-7 (2-acetoxy-ethyl)-phenyl-phosphinic acid ethyl ester 
• 936-12-9 2-methyl-1H-pyrrole-3-carboxylic acid ethyl ester 
• 463-51-4 Ketene 
• 75-07-0 acetaldehyde 
• 64-19-7 acetic acid 
• 67-64-1 acetone 

Relevant articles and documents

Catalytic Hydrogenation of Trivinyl Orthoacetate: Mechanisms Elucidated by Parahydrogen Induced Polarization

Parahydrogen (pH2) induced polarization (PHIP) is a unique method that is used in analytical chemistry to elucidate catalytic hydrogenation pathways and to increase the signal of small metabolites in MRI and NMR. PHIP is based on adding or exchanging at least one pH2 molecule with a target molecule. Thus, the spin order available for hyperpolarization is often limited to that of one pH2 molecule. To break this limit, we investigated the addition of multiple pH2 molecules to one precursor. We studied the feasibility of the simultaneous hydrogenation of three arms of trivinyl orthoacetate (TVOA) intending to obtain hyperpolarized acetate. It was found that semihydrogenated TVOA underwent a fast decomposition accompanied by several minor reactions including an exchange of geminal methylene protons of a vinyl ester with pH2. The study shows that multiple vinyl ester groups are not suitable for a fast and clean (without any side products) hydrogenation and hyperpolarization that is desired in biochemical applications.

Catalyst for acetylene method vinyl acetate synthesis

The invention relates to a catalyst for acetylene-method vinyl acetate synthesis and a preparation method thereof, and mainly solves the problem that by-product benzene content in the prior art is high. The catalyst comprises a carrier and an active component loaded on the carrier, wherein the active component comprises zinc acetate, and the carrier is activated carbon. The content of zinc acetate in the catalyst is 25 - 50g/L, the zinc acetate particle size is 3.0 - 5.0 nm, the problem is well solved, and the catalyst can be used in industrial production of acetylene-method vinyl acetate.

PROCESS TO PRODUCE ETHYLENE AND VINYL ACETATE MONOMER AND DERIVATIVES THEREOF

A method that includes (a) providing a stream containing ethane and oxygen to an ODH reactor; (b) converting a portion of the ethane to ethylene and acetic acid in the ODH reactor to provide a stream containing ethane, ethylene, acetic acid, oxygen and carbon monoxide; (c) separating a portion of the acetic acid from the stream to provide an acetic acid stream and a stream containing ethane, ethylene, oxygen and carbon monoxide; (d) providing the stream to a CO Oxidation Reactor containing a catalyst that includes a group 11 metal to convert carbon monoxide to carbon dioxide and reacting acetylene to produce a stream containing ethane, ethylene and carbon dioxide; and (e) providing a portion of the stream and a portion of the acetic acid stream to a third reactor containing a catalyst that includes a metal selected from group 10 and group 11 metals to produce vinyl acetate.

Post-gilding of PD-AU-coated shell catalysts

The invention relates to a method for producing a shell catalyst that is suitable for producing vinyl acetate monomer (VAM). The invention further relates to a shell catalyst that is obtainable by the method according to the invention and to the use of the shell catalyst according to the invention for producing VAM.

HIGH PORE VOLUME ALUMINA SUPPORTED CATALYST FOR VINYL ACETATE MONOMER (VAM) PROCESS

Disclosed is a supported catalyst for the preparation of vinyl acetate monomer (VAM), a process for preparing a catalyst comprising an extruded alumina support, and a catalytic process for the manufacturing vinyl acetate using the supported catalyst. Specifically, it is shown that for activated palladium-gold VAM catalysts prepared using extruded alumina supports, enhanced performance is demonstrated with increased pore volume of the support, and the gas hourly space velocity (GHSV, hr?1), which was found to significantly increase the space time yield as GHSV increased as compared to the non-extruded alumina supported catalysts.

Nanostructured Pd?Cu Catalysts Supported on Zr?Al and Zr?Ti for Synthesis of Vinyl Acetate

Renewable ethylene can be obtained by dehydration of bio-ethanol and used for production of vinyl acetate (VAM) through reaction with acetic acid (AcOH), using Pd?Cu catalysts. In the present manuscript, structural characterizations of Pd?Cu/ZrO2 catalysts show that these systems present cubic structure with different spatial distributions. Particularly, it is shown that combustion of ethylene and acetic acid can be inhibited below 180 °C, maximizing the rates of VAM formation, when the catalysts are modified with Ti+4. The effects of AcOH concentration on rates of VAM formation show that higher AcOH concentrations favor the formation of undesired byproducts, while lower AcOH concentrations favor effects related to O2 mobility, which can lead to surface decomposition. VAM formation is favored, with selectivities ranging from 0.8 to 1.0. XPS results indicate the existence of metallic Pd, CuO species and Zr species, in agreement with IR results. DRIFTS results also show that different Pd-acetate intermediates can be present, depending on the electronic effects associated to Pd?Cu and Zr species.

By preparing vinyl acetate ethylene diacetate cracking method

The invention relates to a method for preparing vinyl acetate (VAC) from ethylidene diacetate (EDA) through pyrolysis. The method mainly comprises the following step: in the presence of a catalyst, performing thermal pyrolysis on EDA so as to obtain VAC. The method is characterized in that the catalyst is aluminum trichloride modified macropore styrene cation exchange resin, and aluminum trichloride accounts for 0.1-3.0wt% of the total weight of the catalyst. When VAC is prepared by using the method provided by the invention, not only is the VAC easily separated from the catalyst, but also the conversion rate of EDA can be increased, and the selectivity of VAC can be relatively greatly improved.

HIGH GEOMETRIC SURFACE AREA CATALYSTS FOR VINYL ACETATE MONOMER PRODUCTION

A catalyst includes a support, where the support includes an external surface, about 60 wt% to about 99 wt% silica, and about 1.0 wt% to about 5.0 wt% alumina. A catalytic layer is disposed within the support adjacent to the external surface, where the catalytic layer further includes Pd, Au, and potassium acetate (KOAc). In the catalyst, (a) the KOAc is from about 60 kg/m3 to about 150 kg/m3 of the catalyst; or (b) the catalytic layer has an average thickness from about 50 μm to about 150 μm; or (c) both (a) and (b). The catalyst also possesses a Brunauer-Emmett-Teller surface area of about 130 m2/g to about 300 m2/g and a geometric surface area per packed bed volume from about 550 m2/m3 to about 1500 m2/m3. The catalyst is highly active for the synthesis of vinyl acetate monomer and exhibits a high selectivity for vinyl acetate monomer.

PROCESS FOR THE PREPARATION OF VINYL ACETATE

A process for the preparation of vinyl acetate by a heterogeneously catalysed, continuous gas-phase reaction of ethylene, acetic acid and oxygen in a reactor, where process heat liberated during the reaction is removed from the reactor by means of heat exchange with water, generating intrinsic steam, the product mixture leaving the reactor and comprising ethylene, vinyl acetate, acetic acid, water, carbon dioxide and inert gases is separated by distillation using one or more azeotrope columns and/or one or more pure distillation columns, wherein at least one azeotrope column and/or pure distillation column contains packings, and intrinsic steam is used at least partially for introducing energy into the thus-equipped azeotrope columns and/or pure distillation columns.

ELECTROLESS DEPOSITION OF AU-PD BIMETALLIC CATALYSTS FOR ALKENYL ACETATE PRODUCTION

The present invention relates to a process for the preparation of a Au-Pd bimetallic shell-type catalyst, comprising the following steps: a. providing a solid, shaped body catalyst support, b. contacting the support with two solutions, one solution containing Au ions in an amount of from 0.1-10 wt% and the other solution containing Pd ions in an amount of from 0.1-10 wt%, with the proviso that the weight ratio of Pd:Au is in the range of from 0.2:1 to 4:1. c. reducing the plated support with hydrogen to obtain the Au-Pd bimetallic shell-type pre-catalyst, d. contacting the Au-Pd bimetallic pre-catalyst with an aqueous potassium acetate solution with a content of potassium in the range of from 0.1-10 wt%, e. drying to obtain the Au-Pd bimetallic shell-type catalyst. The invention further relates to a process for the production of alkenyl acetates, applying the Au-Pd bimetallic catalyst.